HILLSDALE Homes for Sale

HILLSDALE Homes for Sale

Welcome to Hillsdale, a charming and vibrant neighborhood nestled in the heart of Portland, Oregon. This picturesque subdivision, located in Multnomah County, is known for its friendly atmosphere, lush greenery, and a strong sense of community. Hillsdale offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

As you explore Hillsdale, you'll find an array of homes for sale that cater to diverse tastes and lifestyles. From cozy bungalows to spacious modern residences, the architectural styles here reflect the unique character of the neighborhood. Many homes boast beautiful gardens, inviting outdoor spaces, and stunning views of the surrounding hills, allowing residents to bask in the natural beauty of the area.

Hillsdale is not just about beautiful homes; it’s also about community. The neighborhood features a variety of local shops, cafes, and restaurants that provide a warm, welcoming atmosphere. Enjoy a leisurely stroll through the Hillsdale Farmers Market, where you can find fresh produce and artisanal goods, or take advantage of the nearby parks and recreational facilities for outdoor activities.

With its excellent schools, convenient access to public transportation, and proximity to downtown Portland, Hillsdale is perfectly situated for those who want to enjoy the best of both worlds. If you’re looking for a place that combines a vibrant community with stunning homes, Hillsdale is the perfect choice. Explore the homes for sale today and discover your dream residence in this enchanting Portland neighborhood!

Newest HILLSDALE Homes for Sale

4620 SW 29TH PL, Portland
$850,000
2 Beds ⋅ 2 Baths ⋅ 349059698 MLS
If you happen upon this lovely, quiet cul-de-sac in Hillsdale, this is the home that catches your eye and makes a lasting impression. The truly stunning heritage oak tree in front is the first to grab your attention. The structure and architecture of this magnificent tree, especially when lit up at night, are something to behold. Next to catch your eye is the utterly charming Cape Cod set on its own private perch above the street and surrounded by beautifully manicured, mature landscaping. Inside, the timeless style, design and quality continue w/ gorgeous, solid oak floors throughout the main floor, large, multi-pane windows, plantation shutters, charming built-ins, updated bathrooms and a beautifully remodeled kitchen. This efficient and versatile floor plan packs a surprising punch w/ a wonderfully spacious primary suite upstairs, 2 main-floor bedrooms that double as an office and a family room, plus a nicely finished lower-level family/bonus/exercise room w/ great ceiling heights and amazing storage! Well-loved and meticulously cared for, this home boasts not just tasteful finish updates but valuable system improvements, too, including a whole-house generator! Outside, lush landscaping provides lovely outlooks from every window of the home and offers another layer of privacy. The expansive patio and large, covered breezeway allow for year-round dining and entertaining and serve as the perfect place to enjoy a quiet morning coffee accompanied by the relaxing sound of the outdoor fountain or to take in the sunset along with your evening nightcap. In terms of location, the Hillsdale neighborhood and this street in particular are hard to beat! Super centrally located, this home enjoys several quick commute options into downtown, NW, Lake Oswego and Beaverton. OHSU is just up the hill; Hillsdale’s town center (w/ library, grocery and a host of restaurants, shops and cafés) is just down the street; and a network of quiet, forested nature trails is mere minutes away. [Home Energy Score = 1. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10251709]

4620 SW 29TH PL, Portland
6826 SW 10TH AVE, Portland
$780,000
3 Beds ⋅ 2 Baths ⋅ 499541398 MLS
The cutest English cottage you'll find in SW Portland, tucked into one of Hillsdale's most beloved pockets. Surrounded by mature landscaping and a storybook garden filled with pollinator favorites, this home is every bit as charming as it looks. Step inside to a beautiful vaulted living room with exposed beams, a cozy fireplace, and timeless character throughout. The dining room sits at the heart of the home, creating the perfect gathering space, while the charming English-style kitchen offers radiant floor heat, an eat-in nook with a view of Mt. Hood, stainless steel appliances, and delightful details. Two generous main-floor bedrooms share a lovely vintage-inspired bath full of character. Upstairs, the spacious primary suite features a flexible sitting area or office space, its own mini-split heat pump for comfortable summer nights, and a private deck with views of the West Hills. Recent improvements include a brand-new roof, stucco repairs, fresh exterior paint, and updated lighting, adding peace of mind while preserving the home's timeless charm. Energy efficiency is another standout, with an impressive 7 out of 10 Home Energy Score, well above the average of 5. Improvements include added insulation, solar, a tankless water heater, high-efficiency gas furnace, 17 SEER A/C, and a separate mini-split heat pump for the upper floor. The finished lower level has a separate exterior entrance and includes a family room, office, laundry area, and plenty of flexible space for guests, hobbies, or working from home. Outside, the terraced backyard is a gardener's dream, filled with mature & diverse plantings. A detached one-car garage completes the package. Just moments from parks, trails, shops, restaurants, and everything Hillsdale has to offer (including a year-round Farmer's Market), this home is so charming you'll want to put it in your pocket! [Home Energy Score = 7. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10198067]

6826 SW 10TH AVE, Portland
4920 SW 31st DR, Portland
$715,000
4 Beds ⋅ 2 Baths ⋅ 567517485 MLS
This mid-century home has been updated throughout with a chef’s kitchen, Wolf induction range, 2 sinks (IYKYK), leathered granite counters, Fisher Paykel and Liebherr appliances. Featuring hardwood floors throughout the upper levels, a cozy Lopi woodstove insert to keep toasty and very handy for the occasional power outage. Newer oil furnace and tank (EPA certified) for that heat that only oil can deliver. Backyard is a gardener’s paradise while the front raised beds supply veggies, herbs and flowers along with amazing bird watching. The house sits on a quiet street yet has easy access to OHSU, Albert Kelly park, Hillsdale shops and Multnomah Village. There is plenty of parking and an EV charger. The house has mostly all updated Andersen windows and a central vacuum system. Come see it! [Home Energy Score = 3. HES Report at https://rpt.greenbuildingregistry.com/hes/OR10250336]

4920 SW 31st DR, Portland
6024 SW 18TH DR, Portland
$805,000
5 Beds ⋅ 3 Baths ⋅ 362665674 MLS
OPEN Sat 10/17 FROM 12 TO 2PM. tunning Contemporary Model Home facing South filled with light – Tehran Exclusive by Main Street Development. Model close-out opportunity with 2/1 interest rate buy-down! Designed by renowned Portland architect Ralph Tahran, this home offers high-end finishes, 9' ceilings, and abundant natural light with sweeping territorial views. Open floor plan features engineered hardwood floors, tiled bathrooms, and a 13' x 16' covered deck with tile flooring—ideal for entertaining. Lower-level studio/ADU with separate entrance offers income or guest potential and can be finished for approx.$15,000. Main level includes full bath and versatile den/guest room. Step out back and enjoy the lawn. Vaulted primary suite includes an 8' x 11' walk-in closet.Located in a premier neighborhood just minutes to schools, restaurants, shopping, Hillsdale, Multnomah Village, and downtown Portland. Walk Score: 86, Bike Score: 83. Builder: Main Street Development – 4th generation local builder. Lot includes territorial views, premium finishes, and flexible living options.

6024 SW 18TH DR, Portland
6012 SW 18th DR, Portland
$775,000
4 Beds ⋅ 3 Baths ⋅ 791760363 MLS
OPEN 10/17 sat FROM 12PM TO 2PM. Stunning Contemporary Model Home facing South filled with light – Tehran Exclusive by Main Street Development. Model close-out opportunity with 2/1 interest rate buy-down! Designed by renowned Portland architect Ralph Tahran, this home offers high-end finishes, 9' ceilings, and abundant natural light with sweeping territorial views. Open floor plan features engineered hardwood floors, tiled bathrooms, and a 13' x 16' covered deck with tile flooring—ideal for entertaining. Lower-level studio/ADU with separate entrance offers income or guest potential and can be finished for approx. $15,000. Main level includes full bath and versatile den/guest room. Step out back and enjoy the lawn. Vaulted primary suite includes an 8' x 11' walk-in closet. Located in a premier neighborhood just minutes to schools, restaurants, shopping, Hillsdale, Multnomah Village, and downtown Portland. Walk Score: 86 | Bike Score: 83. Builder: Main Street Development – 4th generation local builder. Lot includes territorial views, premium finishes, and flexible living options.

6012 SW 18th DR, Portland
6028 SW 18TH DR, Portland
$824,900
4 Beds ⋅ 4 Baths ⋅ 343257870 MLS
interest rate buy down or closing costs with accepted offer no later than Sept 8!! Builder close-out on this stunning contemporary home, designed by Portland's acclaimed architect, Ralph Tahran, and built by Main Street Development, an esteemed fourth generation local builder, is at the end of a lane with nine unique homes in this exclusive development. It features 4 bedrooms (one is in the unfinished ADU) plus a den on the main floor with a full bath next to it, a covered deck with a sweeping territorial view, and an unfinished ADU with separate entrance, ideal for guests, rental income, or extended family living. The home offers high end finishes, a gourmet kitchen with premium cabinets,9 foot ceilings, an open layout, striking sight lines, abundant natural light, and beautiful territorial views. Nestled on a lane in one of Portland's best neighborhoods, it's steps from the vibrant heart of Hillsdale and Multnomah Village beyond, with downtown only a 10 minute drive away. Highlights include engineered hardwood in the main living areas, tiled bathrooms a covered deck ideal for entertaining, and a large two car garage plus additional covered parking. The spacious primary suite boasts a vaulted ceiling with fan and an impressive 9' x 15' walk-in closet. The back yard connects with a common greenspace. With a Walk Score of 86 and a Bike Score of 83, this home combines luxury with convenience.

6028 SW 18TH DR, Portland
6026 SW 18TH DR, Portland
$807,900
4 Beds ⋅ 4 Baths ⋅ 250602363 MLS
interest rate buy down or closing costs with accepted offer no later than Sept. 8. Builder close-out on this stunning contemporary home, designed by Portland's acclaimed architect, Ralph Tahran, and built by Main Street Development, an esteemed fourth generation local builder, is one of nine unique homes in this exclusive in this development. It features 4 bedrooms (one on the main living area with a full bath adjoining), a covered deck with a sweeping territorial view, and an ADU with separate entrance, ideal for guests, rental income, or extended family living. The home offers high end finishes, a gourmet kitchen with premium cabinets,9 foot ceilings, an open layout, striking sight lines, abundant natural light, and sweeping territorial views. Nestled on a lane in one of Portland's best neighborhoods, it's steps from the vibrant heart of Hillsdale and Multnomah Village beyond, with downtown only a 10 minute drive away. Highlights include engineered hardwood in the main living areas, tiled bathrooms a covered deck ideal for entertaining, and a large two car garage plus additional covered parking. The spacious primary suite boasts a vaulted ceiling with fan and an impressive 8' x 11' closet. The back yard connects with a beautiful common greenspace. With a Walk Score of 86 and a Bike Score of 83, this home combines luxury with convenience.

6026 SW 18TH DR, Portland
6022 SW 18TH DR, Portland
$969,860
4 Beds ⋅ 4 Baths ⋅ 686776315 MLS
This stunning contemporary home, designed by Portland's renowned architect, Ralph Tahran, and crafted by Main Street Development, an esteemed fourth generation local builder, is one of nine exclusive designs in this premier development. This proposed presale features 4 bedrooms, plus a main floor office/guest bedroom with an adjoining full bath with tub/shower, high end finishes, and 9 foot ceilings. This home has and open floor plan with exceptional sight lines, abundant natural light, and expansive territorial views. Nestled on a lane in one of Portland's best neighborhoods, it's just a short stroll to the vibrant heart of Hillsdale and Multnomah Village beyond with downtown only a 10 minute drive away. Enjoy engineered hardwood in the main living area, tiled bathrooms, and a covered deck, perfect for entertaining. The spacious primary suite with vaulted ceilings includes an impressive 8' x 11' closet. Take advantage of the lower level studio/ADU, ideal for guests, rental income, or extended living. With a Walk Score of 86 and a Bike Score of 83, this home seamlessly blends convenience and quality. Now featuring a 2/1 Interest Rate Buydown, this design is ready to break ground; construction can commence within days of signing the construction agreement. We welcome custom requests and modifications. Work with our interior designers to select all finished materials, colors, and details to create your dream home. Photos reflect similar finishes from 6008 SW 18th Drive (RMLS #24615076).

6022 SW 18TH DR, Portland
Start Your Search
The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

How much is your home worth?

Get instant property value now!